1-(CYANOACETYL)-3,5-DIMETHYLPYRAZOLE AS AN EFFECTIVE ALTERNATIVE TO CYANOACETIC ESTER IN THE SYNTHESIS OF 2,6-DIOXOPIPERIDINE-3,5-DICARBONITRILE DERIVATIVES

Authors

  • Е. А. Чигорина Исследовательский институт химического разнообразия

DOI:

https://doi.org/10.1007/554

Keywords:

1-(cyanoacetyl)-3, 5-dimethylpyrazole, 2-cyanoacrylamides, 2, 6-dioxopiperidine-3, 5-dicarbonitriles, ethyl cyanoacetate, glutarimides, Guareschi imides, Michael addition, oxidation

Abstract

1-(Cyanoacetyl)-3,5-dimethylpyrazole reacted with 2-cyanoacrylamides in the presence of triethylamine with the formation of triethylammonium salts of 4-monosubstituted-2,6-dioxopiperidine-3,5-dicarbonitriles (Guareschi imides) or the products of their oxidation, the 4-aryl-3,5-dicyano-6‑oxo-1,6-dihydropyridin-2-olates.

Author: E. A. Chigorina

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (4), pp 574-585

http://link.springer.com/article/10.1007/s10593-013-1284-3

Published

2013-05-02

Issue

Section

Original Papers